TW200808119A - Organic electroluminescence device - Google Patents

Organic electroluminescence device Download PDF

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Publication number
TW200808119A
TW200808119A TW096122433A TW96122433A TW200808119A TW 200808119 A TW200808119 A TW 200808119A TW 096122433 A TW096122433 A TW 096122433A TW 96122433 A TW96122433 A TW 96122433A TW 200808119 A TW200808119 A TW 200808119A
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TW
Taiwan
Prior art keywords
electrode
auxiliary electrode
organic
auxiliary
layer
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TW096122433A
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Chinese (zh)
Inventor
Shinya Tanaka
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Sumitomo Chemical Co
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Priority to JP2006177523 priority Critical
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Publication of TW200808119A publication Critical patent/TW200808119A/en

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    • HELECTRICITY
    • H01BASIC ELECTRIC ELEMENTS
    • H01LSEMICONDUCTOR DEVICES; ELECTRIC SOLID STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H01L51/00Solid state devices using organic materials as the active part, or using a combination of organic materials with other materials as the active part; Processes or apparatus specially adapted for the manufacture or treatment of such devices, or of parts thereof
    • H01L51/50Solid state devices using organic materials as the active part, or using a combination of organic materials with other materials as the active part; Processes or apparatus specially adapted for the manufacture or treatment of such devices, or of parts thereof specially adapted for light emission, e.g. organic light emitting diodes [OLED] or polymer light emitting devices [PLED];
    • H01L51/52Details of devices
    • H01L51/5203Electrodes
    • H01L51/5221Cathodes, i.e. with low work-function material
    • H01L51/5234Transparent, e.g. including thin metal film
    • HELECTRICITY
    • H01BASIC ELECTRIC ELEMENTS
    • H01LSEMICONDUCTOR DEVICES; ELECTRIC SOLID STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H01L51/00Solid state devices using organic materials as the active part, or using a combination of organic materials with other materials as the active part; Processes or apparatus specially adapted for the manufacture or treatment of such devices, or of parts thereof
    • H01L51/50Solid state devices using organic materials as the active part, or using a combination of organic materials with other materials as the active part; Processes or apparatus specially adapted for the manufacture or treatment of such devices, or of parts thereof specially adapted for light emission, e.g. organic light emitting diodes [OLED] or polymer light emitting devices [PLED];
    • H01L51/52Details of devices
    • H01L51/5203Electrodes
    • H01L51/5206Anodes, i.e. with high work-function material
    • H01L51/5212Anodes, i.e. with high work-function material combined with auxiliary electrode, e.g. ITO layer combined with metal lines
    • GPHYSICS
    • G02OPTICS
    • G02FDEVICES OR ARRANGEMENTS, THE OPTICAL OPERATION OF WHICH IS MODIFIED BY CHANGING THE OPTICAL PROPERTIES OF THE MEDIUM OF THE DEVICES OR ARRANGEMENTS FOR THE CONTROL OF THE INTENSITY, COLOUR, PHASE, POLARISATION OR DIRECTION OF LIGHT, e.g. SWITCHING, GATING, MODULATING OR DEMODULATING; TECHNIQUES OR PROCEDURES FOR THE OPERATION THEREOF; FREQUENCY-CHANGING; NON-LINEAR OPTICS; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating, or modulating; Non-linear optics
    • G02F1/01Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating, or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating, or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333Constructional arrangements; Manufacturing methods
    • G02F1/1335Structural association of cells with optical devices, e.g. polarisers or reflectors
    • G02F1/1336Illuminating devices
    • G02F1/133602Direct backlight
    • G02F1/133603Direct backlight with LEDs
    • HELECTRICITY
    • H01BASIC ELECTRIC ELEMENTS
    • H01LSEMICONDUCTOR DEVICES; ELECTRIC SOLID STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H01L27/00Devices consisting of a plurality of semiconductor or other solid-state components formed in or on a common substrate
    • H01L27/28Devices consisting of a plurality of semiconductor or other solid-state components formed in or on a common substrate including components using organic materials as the active part, or using a combination of organic materials with other materials as the active part
    • H01L27/32Devices consisting of a plurality of semiconductor or other solid-state components formed in or on a common substrate including components using organic materials as the active part, or using a combination of organic materials with other materials as the active part with components specially adapted for light emission, e.g. flat-panel displays using organic light-emitting diodes [OLED]
    • H01L27/3241Matrix-type displays
    • H01L27/3281Passive matrix displays
    • H01L27/3288Wiring lines

Abstract

Provided is an organic electroluminescence device having a first electrode containing transparent electrode or translucent electrode, a second electrode opposing said first electrode, and at least one layer of organic layer interposing between said first electrode and said second electrode, said organic electroluminescence device being characterized by having a frame-shaped first supplementary electrode disposed on a surface of said first electrode and electrically connected to said first electrode, and a second supplementary electrode disposed within the frame of said first supplementary electrode and constituted by a thin-wiring electrode electrically connected to said first supplementary electrode, wherein said first supplementary electrode and said second supplementary electrode are formed of a material having a resistance index lower than that of said first electrode.

Description

200808119 IX. Description of the invention: • Technical field to which the invention pertains. The present invention relates to an organic electric device that can be applied to a planar light source, a segment display device, a dot matrix display device, a liquid crystal display device, and the like. Excitation light element. [Prior Art] In recent years, in the display device or the lighting device, some people have studied the following organic electroluminescent elements (hereinafter referred to as organic electroluminescent elements), that is, the organic electroluminescence The element is a layered double-layered structure in which a layer of an organic light-transporting compound used in a light-emitting layer and a photoreceptor used in an electrophotographic image is laminated in the light-emitting layer. However, in a display device or a known device using such an organic electroluminescence device or the like, as the light-emitting area thereof increases, the voltage drop due to the wiring resistance of the transparent electrode or the translucent electrode cannot be ignored. A problem arises in that the unevenness of the luminescence 7C degree becomes large. In order to solve this problem, for example, Japanese Laid-Open Patent Publication No. 2004-14128 (Patent Document) discloses a planar light-emitting device using an organic electroluminescent device, and in the device, the organic electroluminescent device is used. The transparent electrode is electrically connected to an auxiliary electrode having a lower resistance than the transparent electrode. Further, in the specification of the patent document, the portion adjacent to the connection terminal is described as 'the auxiliary electrode is formed thicker and The farther portion is formed to be thinner, whereby the current value is higher and the light emission is stronger on the portion closer to the connection terminal, but the aperture ratio is smaller, and the current is on the portion farther away from 319375 5 200808119 Since the value is low and the light emission is weak, the aperture ratio is large, so that the unevenness of the entire light emission luminance can be suppressed. However, even when the organic electroluminescence element described in Patent Document 1 is used, it is far from the connection terminal. The current value of the portion is low, so that the unevenness of the light-emitting luminance cannot be sufficiently suppressed. Further, even if the aperture ratio is reduced while suppressing the luminance, the luminance is not suppressed. When it is uniform, the problem of the use efficiency of the light is also reduced. [Patent Document 1] Japanese Laid-Open Patent Publication No. 2004-14128 (Problem to be Solved by the Invention) The present invention is to solve the above-described prior art. The invention created by the subject's purpose is to provide a kind of reduction, which can reduce the (four) drop caused by the resistance of the transparent electrode or the half-electrode electrode, and can sufficiently suppress the unevenness of the luminance when the light-emitting area is large. An organic electroluminescence element capable of uniformly emitting light. (Means for solving the problem) In the second electric device and the above-mentioned first element, the second electrode and the above-mentioned first element are used to achieve the above object. It is found that the first electrode having a transparent electrode or a translucent electrode has a brightness unevenness, a second electrode, and a surface disposed on the first electrode,

The voltage drops, even when the light-emitting area is large, 319375 6 200808119 electrode:: transparent = ΓΓ light-emitting element, in order to have a transparent second electrical decay. The electrode '· is opposite to the above-mentioned 苐-electrode: two and set An organic electroluminescence element of the organic layer between the first electrode and the second electrode, wherein the electrode is placed on the surface of the first electrode and electrically connected to the a frame-shaped first auxiliary electrode; and a first auxiliary electrode disposed on the first auxiliary electrode and electrically connected to the first auxiliary electrode; and the first auxiliary electrode and the second auxiliary electrode It is formed of a material having a lower resistivity than the first electrode described above. In the organic electroluminescent device of the present invention, the line width ratio of the second auxiliary electrode and the first auxiliary electrode (the upper line width / the line width of the first auxiliary electrode) is preferably located at II to 1. /10 range. Further, in the organic electroluminescent device t of the present invention, the first auxiliary electrode and the second auxiliary electrode are preferably disposed on a surface of the surface of the first bake that is opposite to the organic layer. Further, in the organic electroluminescent device of the present invention, the first electrode is preferably a plurality of cells electrically separated from each other, and the plurality of cells are electrically connected to each other by the second auxiliary electrode. The planar light source of the present invention is characterized in that the segment display device of the present invention is provided with the above-described organic electroluminescence device, and the segment display device of the present invention is characterized in that the organic electroluminescence device is provided. Further, the spot display device of the present invention is characterized in that the organic electroluminescent device is provided. Further, the liquid crystal display device of the present invention is characterized in that the organic electroluminescence element X is provided. 319375 7 200808119 Or translucent ray/light organic electroluminescent element can reduce the voltage drop caused by the larger electrode of the transparent electrode, even if the illuminating area τ can sufficiently suppress the unevenness of the illuminating brightness, and can be uniform (4): In the organic electroluminescent device of the present invention, the surface of the first electrode including the transmissive electrode or the translucent electrode is arranged in a frame shape of the first electrode An auxiliary electrode; and a second auxiliary electrode formed in the frame of the first auxiliary electrode and electrically connected to the thin wire electrode of the first auxiliary electrode. Further, the first auxiliary electrode and the second auxiliary electrode are formed of a material having a lower resistivity than the first electrode (the electrical conductivity is higher than the first electrode), thereby reducing the resistance of the first electrode The resulting voltage drops. ☆ In addition, in the towel of the present invention, since the line width of the first auxiliary electrode is relatively small, a sufficient current can flow, so that even if the distance from the connection terminal is long, the wiring resistance is hardly caused by the wiring resistance. Voltage: the effect of the drop. Further, the second auxiliary electrode has a thin line width, and is affected by a voltage drop caused by the wiring resistance. However, since the line width is thin, the amount of light emitted from the organic layer is shielded to a small amount. The impact of efficiency is therefore small. Further, in the invention, since the second auxiliary electrode is disposed in the frame of the first auxiliary electrode and electrically connected to each other, even if the distance from the connection terminal is long, the wiring resistance can be alleviated. The voltage drops. Therefore, according to the organic electroluminescence device of the present invention, the voltage drop due to the resistance of the transparent electrode or the translucent electrode can be reduced, and even when the light-emitting area is large, the unevenness of the luminance can be sufficiently suppressed, and uniformity can be achieved. The ground shines. 319375 8 200808119 = externally, in the present invention, a plurality of cells in which the above-mentioned first electrode is ionized are separated, and a plurality of the plurality of cells are electrically connected to each other by the first auxiliary electrode. More progress - increase the degree of hair. In other words, by illuminating the first electrode portion into a plurality of electrically separated saponins ', it is possible to suppress the light emitted to the surface of the first electrode from being guided by 1 ′ and the brightness of the light is sufficient. Further, since the plurality of cell systems/knife are electrically connected by the second auxiliary electrode, an unevenness of the luminance of the light emitted between the plurality of cells is formed. According to the present invention, it is possible to provide a voltage drop caused by the resistance of the transparent electrode=electrode, and it is possible to sufficiently suppress the unevenness of the light-emitting luminance even when the light-emitting area is large. The organic electroluminescent device. Also in the first embodiment [Embodiment] 坪细祝明 The present invention has a μ "Your order, #父佳实施式式光光元件. The organic electroluminescent device of the present invention is provided with a first electrode of a translucent electrode And an organic electroluminescence device which is disposed between the first electrode and the second electrode and which is less than an organic layer, and is characterized in that: the surface of the electrode is disposed And a first auxiliary electrode electrically connected to the upper frame; and a second auxiliary frame arranged in the above-mentioned pole and electrically connected to the auxiliary electrode of the Bu, +, and Chu-wires One of the thin wire electrodes of the auxiliary electrode and the 'the first auxiliary electrode and the second auxiliary electrode 319375 9 200808119 are formed of a material having a lower resistivity than the above-mentioned electrode. • (First electrode) - the present invention The first electrode is an electrode including a transparent electrode or a translucent electrode, and is an anode of the organic electroluminescent device of the present invention. For this electrode, a metal oxide having a high electrical conductivity and a metal sulfide can be used. Object or metal The film is preferably one having a higher transmittance and can be appropriately selected depending on the organic layer to be used. For the material of the first electrode, emulsified indium, rolled zinc, tin oxide, and 化合物um of these compounds are used. Tin 0xide), indium zinc oxide, etc.! Electrical glass (10)SA, etc., gold, platinum, silver, copper. Here, 乂 is ideally indium tin oxide, indium oxide, tin oxide. The film thickness of the electrode can be considered as the transmittance and electrical conductivity of the light. The value of the film is 1 〇nm to 1 〇μπι, more preferably 20 nm to 1 μΠ1, more preferably 5 〇 nm to 500 nm. : constitutive =! into: the first electrode is divided into electrical separation of the majority of the early 兀: between the wide and adjacent units below the lower limit of the % to | 3 ^, ^ and adjacent units The tendency of the light guided by the inter-directional direction is sufficient to suppress the surface of the first electrode from decreasing in actual light-emitting area, and if the surface ' exceeds the above upper limit, the outer n has a tendency to lower the luminous efficiency. The separation of the majority of the unit / shape ^ & 1 4 inch is limited, can be exemplified by long strips, and ... shape. When the structure of the rectangular shape such as the seven-shape or the four-corner shape is formed, when a plurality of unit clothes which are electrically separated and separated are used as the organic electroluminescent element of the present invention, A material for forming a member (for example, an auxiliary electrode, an organic layer) formed after the first electrode is filled between cells adjacent to 319375 10 200808119. For example, a method of forming the first electrode described above is used, for example. There are a vacuum evaporation method, a hybrid method, an ion evaporation method, a Lai method, etc. Further, a method for determining that the first electrode region is electrically separated by a plurality of cells may be exemplified by forming the first electrode by A method of forming a pattern using a resist of money. As the first electrode, a transparent V electric film of polyaniline (p〇〗 yan(1)ne) or an organic substance such as the derivative, P嗟lythi〇Phene or the derivative may be used. Further, it is easy to inject from the organic layer onto the surface of the organic layer side of the first electrode: a conductive polymer such as a Phthal0Cyanine derivative or a polythiophene derivative, a Mo oxide, or a non-electrode A layer having a thickness of 200 nm or more, such as a crystalline carbon, a carbon fluoride, or a polyamine compound, or a metal oxide, a metal fluoride, or an organic insulating material, has an average film thickness of 1 nm or less. (Auxiliary Electrode) In the organic electroluminescent device of the present invention, it is necessary to include a first auxiliary electrode that is disposed on a surface of the first electrode and electrically connected to the first electrode; and In the frame of the first auxiliary electrode, the first auxiliary electrode is electrically connected to the thin and wire electrodes of the first auxiliary electrode of the upper electrode. In the present invention, the first auxiliary electrode and the auxiliary electrode are disposed on the surface of the first electrode in the above-described manner, whereby even when the light-emitting area is large, unevenness in luminance can be sufficiently suppressed. Regarding the arrangement of the first auxiliary electrode and the second auxiliary electrode, examples 319375 11 200808119 are arranged as shown in Fig. 1, Fig. 2, Fig. 3, and Fig. 4 . In the arrangement of Fig. 1, the second auxiliary electrode formed by the thin wire electrode is arranged in a lattice shape in the frame of the frame-shaped first auxiliary electrode. Further, in the arrangement of Fig. 2, the second auxiliary electrode composed of the thin wire electrodes is arranged in a frame in the frame of the frame-shaped first auxiliary electrode. Further, in the arrangement of Fig. 3, the second auxiliary electrode composed of the thin wire electrodes is arranged in a honeycomb frame in the frame of the frame-shaped first auxiliary electrode. In the arrangement of Fig. 4, the second auxiliary electrode composed of the thin wire electrode is arranged in a lattice shape in the frame of the frame-shaped first auxiliary electrode, and the thinner electrode is formed in a lattice shape. Two auxiliary electrodes are disposed in the grid. - Here, the shape of the frame-shaped first auxiliary electrode is not limited as long as the second auxiliary electrode can be disposed in the frame, and may be a rectangular shape or the like. Further, the line width of the first auxiliary electrode can be appropriately selected from the range of 2, preferably more preferably 3 to 2 mm, in accordance with the light-emitting area of the organic electroluminescence excitation. Further, the line width of the thin wire electrode constituting the second auxiliary electrode (hereinafter referred to as "the line width of the second auxiliary electrode ^) is more preferably 1 〇 to the viewpoint of light use efficiency. In the range of 1 〇〇μιη. 助电二卜绿: In the present invention, the second auxiliary electrode and the first-second auxiliary (the line width of the second auxiliary electrode/the above-mentioned first-auxiliary = line) are preferably It is in the range of 1/1〇〇〇 to ·, and is more in the range of 1/500 to 1/20. The material width ratio is in the above range, which can improve the light utilization efficiency and suppress the light emission brightness. 319375 12 200808119 The material of the first auxiliary electrode and the second auxiliary electrode is not lower than the material of the first electrode (the electrical conductivity is high), and is not particularly limited. Use a conductive material with a conductivity of 1G7s/em or more, which can be used in metal materials such as silver, collateral, gold, copper, and surface = where the 'electrical conductivity is higher and the material is easier to handle. , aluminum, chrome, copper, silver is more ideal. Since the material used as the first auxiliary electrode and the second auxiliary electrode shields light from an organic layer to be described later, the area covered by the auxiliary electrode is preferably 90% or less with respect to the light emission of the element, and more preferably In addition, the thickness of the first auxiliary electrode and the second auxiliary electrode can be appropriately selected so that the sheet resistance becomes a value of (4), and is, for example, (7) to 500 nm, and more preferably 2 〇 to 3 〇. Further, in the organic electroluminescent device of the present invention, the first auxiliary electrode and the second auxiliary electrode are disposed on the surface of the first electrode in the organic layer. It is preferable that the surface on the side 'is more surely disposed on the surface opposite to the organic layer from the viewpoint of ensuring electrical connection with the second auxiliary electrode and the second auxiliary electrode. /About the above-mentioned singular u-assisted electrode and the above-mentioned second auxiliary electrode forming method 'for example, 'formed by vacuum distillation method, sputtering method, or stacking method for hot-compression bonding of metal: film: The material film of the electrode is then formed by patterning using a resist etch & 319375 13 200808119 _ (second electrode) * "The second electrode of the present invention is disposed opposite to the first electrode. The electrode is the cathode of the organic electroluminescent device of the present invention. Regarding the material of the first electrode, it is preferable that the material having a small work function (such as lithium, sodium, potassium, rubidium, planer, strontium, magnesium, calcium, strontium, barium, strontium, vanadium, zinc) , bismuth, indium, antimony, bismuth, antimony, bismuth, antimony, etc., and more than two of these metals, or one of these metals and gold, silver, platinum, copper, manganese, titanium, Among the cobalt, nickel, tungsten, tin, s gold, or yttrium graphite or graphite intercalation compounds. As the alloy, there are, for example, a magnesium-silver alloy, a magnesium-indium alloy, a magnesium-salt alloy, an indium-aluminum lithium aluminum alloy, a lithium-magnesium alloy, a lithium-niobium alloy, a niobium-alloy, and the like. The film thickness of the second electrode can be measured in terms of electrical conductivity and durability, and is, for example, 10 nm to 1 〇 μηη, more preferably 2 〇 nm to “melon, more preferably 50 nm to 500 nm. The method for forming the second electrode described above may be, for example, a vacuum plating method, a sputtering method, or a thermal bonding of a metal thin film. The second electrode may be formed into a layer of two or more layers. In addition, a layer having an average thickness of 2 nm or less formed of a conductive polymer layer I oxide or a metal vapor or an organic insulating material may be provided between the electrode and the organic layer. (Organic layer) The organic layer of the present invention is a layer provided between the first electrode and the second electrode. The organic layer may be at least one layer of luminescent material 319375 14 200808119, but may be Most layers are composed. The action of organic electroluminescent elements is essentially: the process of injecting electrons and holes from the electrodes; the process of electrons and holes moving to the organic layer; the recombination of electrons and holes, and Produce singlet excited photons or triplet excited The process of the illuminator; and the process of illuminating the excited photon, when the organic layer is composed of a plurality of layers, the functions required in each process can be shared among the plurality of materials, and the various materials can be independently achieved. In addition, the luminescent color of the organic layer is exemplified by an intermediate color or a white illuminating color in addition to the three primary colors of red, green, and blue. In the full color element, it is preferable to set the illuminating color of the three primary colors to the plane. In the light source, it is preferable to use an intermediate color or a white light. In addition, in the present invention, a light-emitting material used in the organic layer, 'not only a low molecular type light-emitting material (1), but also a polymer type may be used. The luminescent material (ii). In addition, the materials used in the organic layer are also different depending on the type of the luminescent material. Therefore, the following descriptions respectively show the use of the fluorene-based luminescent material (1) and the use of the luminescent type. Case when the material (9) is used. (1) When a low molecular type luminescent material is used: an organic layer of the light source when the numerator (4) is used as a light material. Luminescent material and hole transport: to the fire-retardant barrier material and electron transport material described in page 120. Specifically: :::: material: hole 319375 15 200808119 - Kaiping 2-135359, and JP-A-2-135361 Japanese Patent Publication No. 2-209988, Japanese Laid-Open Patent Publication No. Hei No. Hei No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. In addition, as for the low molecular type luminescent material (triplet excited photon), for example, there are metals Ir(ppy) 3 and Btp2Ir (acac) centered on indium, and platinum is used. The center of the metal PtOEP, the euro-centered metal Eu (TTA) 3phen. Specifically, for example, >^11 generation, (1998), 395, 151, gossip 1.卩11>^·

Lett. (1999), 75(1)? 4. Proc. SPIE-Int. Soc. Opt. Eng. (2001), 4105 (Organic Light-Emitting Materials and Devices IV) 9 119, J· Am·Chem·Soc ·, (2001), 123, 4304, Appl· Phys· Lett·, (1997), 71(18), 2596, Syn·Met·, (1998), 94(1), 103, Syn·Met·, ( 1999), 99(2), 1361, Adv. Mater, (1999), 11(10), 852, Jpn J. Appl. Phys, 34, 1883 (1995), etc. The thickness of the layer of the material containing these organic layers is appropriately selected so that the luminous efficiency or the driving voltage becomes a desired value, and is usually 5 to 200 nm. Further, the thickness of the hole transport layer is, for example, 1 〇 to i 〇〇 nm, and more desirably 20 to 80 nm. The thickness of the light-emitting layer is, for example, 1 〇 to 1 〇〇 nm, and more desirably 20 to 80 nm. The thickness of the hole barrier layer is, for example, 5 to 50 nm, preferably 1 to 30 nm. The thickness of the electron injecting layer is, for example, from 1 Å to 100 nm, more preferably from 20 to 80 nm. For the method of forming these layers, for example, a vacuum process such as a vacuum deposition method, a cluster vapor deposition, or a molecular vapor deposition, etc., in the case of forming a solution or a material of the milk of the liquid 16 319375 200808119, for example, as described later The coating method or the printing method is carried out. - (ii) When using a polymer type luminescent material, the material of the organic layer in the case of using a polymer type luminescent material, for example, "polymer electroluminescent material" (Da Ximin Bo, Xiao Zhumei, Co-published in 2004, First edition edition) The material described in pages 33 to 58 can be used to construct an organic electroluminescent device by laminating a charge injection layer and a charge transport layer. More specifically, the hole transporting material, the electron transporting material, and the luminescent material of the polymer compound are described, for example, in WO99/13692 publication specification, WO99/48160 publication specification, GB2340304A, WOOO/53656 publication specification, WO01/19834 publication specification, WOOO/55927 publication specification, GB2348316, WOOO/46321 publication specification, WO00/06665 publication specification, WO99/54943 publication specification, WO99/54385 publication specification, US5777070, WO98/06773 publication specification, WO97/05184 publication specification, WOOO/35987 publication Specification, WOOO/53655 publication specification, WO01/34722 publication specification, WO99/24526 publication specification, WO00/22027 publication specification, WO00/22026 publication specification, W098/27136 publication specification, US573636, W098/21262 publication specification, US5741921, WO97/ 09394, the disclosure of the specification, the publication of WO096/29356, the specification of the publication of WO96/10617, the specification of the publication of EP0707020, the specification of W095/07955, the publication of Japanese Laid-Open Patent Publication No. 2001-181618, the Japanese Patent Publication No. 2001-123156, and the Japanese Patent Laid-Open No. 2001-3045 Gazette, Japan Special Open 2000-351967, Japan Special Japanese Unexamined Patent Publication No. 2000- 299- 189, Japanese Patent Publication No. 2000-252065, Japanese Patent Application Laid-Open No. 2000-136379, No. 2000-104057, and JP-A-2000 Polyfluorene disclosed in Japanese Laid-Open Patent Publication No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. Its derivatives and copolymers, polyarylene, derivatives and copolymers thereof, polyarylene Vinylene, derivatives and copolymers thereof, polymers of aromatic amines and derivatives thereof (copolymer). In these polymer light-emitting materials and charge transport materials, a light-emitting material or a charge transport material used in an organic layer in the case of using a low molecular weight light-emitting material may be used in combination. Further, in these polymer type light-emitting materials and charge transport materials, the above-mentioned low molecular type light-emitting material may be included in the structure of these materials. Specific examples of the charge injection layer include, for example, a layer containing a conductive polymer, or a material provided between the first electrode and the hole transport layer, and having the first electrode and the hole transport layer. a layer of a material of ionization potential energy at a middle value of the hole transporting material; or a material disposed between the second electrode and the electron transport layer and having the second electrode and an electron contained in the electron transport layer A layer of a material that conveys the electron affinity of the value of t between materials. Further, when the charge injection layer is a layer containing a conductive polymer, a layer containing a conductive polymer is provided between at least one electrode (first electrode, second electrode) and the light-emitting layer adjacent to the electrode. 18 319375 200808119 The electrical conductivity of the conductive polymer is preferably from 10 -7 S/cm to 103 s/cm. In order to reduce the leakage current between the luminescent pixels, it is more preferably l 〇 -5 S/cm or more. 2S/cm or less, in particular, it is preferably 1 (r5s/cm or more and 1 〇S/cm or less. In addition, in order to control the electrical conductivity of the conductive polymer to l〇-5S/cm or more and l〇3S/cm or less, Generally, an appropriate amount of ions are doped to the conductive polymer. The doped ion 'hole injection layer is an anion, and the electron entrainment layer is a cation. Regarding an anion, for example, a polystyrene sulfonate ion, an alkane Examples of the cation include, for example, a lithium ion, a sodium ion, a potassium ion, a tetrabutylammonium ion, etc. Regarding the cation, the material used in the electron injecting layer may be considered to be adjacent to the electrode or the electrode. The relationship between the materials of the layers is appropriately selected, for example, polyaniline and the derivative, polythiophene and the derivative, polypyrrole and its derivatives, and polyphenyknevinykne. And its derivatives P〇lythienylenevinylene and its derivatives, polypyroline (P〇lyquin〇line) and its derivatives, polyquinoxaline (f〇lyquinoxaline) and its derivatives; in the main chain or side chain a conductive polymer containing a polymer such as an aromatic amine; a gold brain phthalocyanine (such as copper phthalocyanine); and a carbon ruthenium, for the purpose of facilitating charge injection, or adjacent to the first electrode and/or the second An insulating layer having a thickness of 1 〇 nm or less is provided for the electrode. The insulating layer (4) material is, for example, a metal fluoride, a metal oxide, an organic insulating material, or the like, and is preferably a metal or alkaline earth fluoride or metal oxide. 319375 19 200808119 In addition, there is no particular limitation on the electron 'transporting polymer material' contained in the organic layer close to the second electrode side as long as it is a material that can inject electrons from the electrode and transport electricity. A polymer material containing a redundant polymer or a polymer containing electron transporting property in a polymer can be suitably used. Further, a low molecular weight electron transporting material can be used. The transportable material and the electron transporting material may be applied to a light-emitting mechanism in addition to the transport of the charge. In the present invention, the light-emitting material may be doped to these layers and used. The above (4) includes organic The layer of the layer material is different depending on the material used, but can be appropriately selected in such a manner that the driving power = ^ efficiency becomes an appropriate value. Further, the light-emitting layer is to be: t, for example, Η Μ 0 -, The thickness of the ideal two-charge injection layer is, for example, 1 to (10), "Γ GGnm. The thickness of the electron transport layer is, for example, from 1 nm to 1, more desirably 2 nm m, and more desirably from 5 to 200 nm. 2 film formation of the layer (light-emitting layer, charge transport layer, charge injection layer) of the material for forming the material to the organic layer described so far = there is a method of coating from the solution or The method of performing post-layer light/lighting by a printing method can also be carried out by a method which does not include the above-mentioned polymer material, and can only charge a charge transport layer or a charge injection layer. According to this, even if the solvent is removed by drying the solution, and the same method is used to mix the material or the luminescent material, the brush method can be applied, which is extremely advantageous in terms of manufacturing. Regarding the coating method and printing, there are spin coating method, casting method, micro gravure coating 319375 20 200808119 ^ method, gravure coating method, bar coating method, roll coating method, wire bar coating Method, 'dip coating method, spray coating method, screen printing method, flexo printing method (flexo printing), offset printing method, capillary coating method, nozzle coating method, spraying A coating method such as an ink printing method. Further, the charge injection material may be formed by dispersing it in water or ethanol as an emulsion in the same manner as the solution. In the coating method or the printing method, the solvent used in the material of the organic layer is not particularly limited, and it is preferred that the polymer material be dissolved or uniformly dispersed. When the polymer material is soluble in a nonpolar solvent, for example, a chlorine solvent such as chloroform, dichloromethane or dichloroethane; an ether solvent such as Tetrahydrofuran; toluene may be used. An aromatic hydrocarbon solvent such as xylene, Tetralin, phenylmethyl ether (Anisole), n-hexylbenzene or cyclohexylbenzene; an aliphatic hydrocarbon solvent such as Decalin or dicyclohexyl; A ketone solvent such as acetone, methyl ethyl ketone or 2-heptanone; ethyl acetate, butyl acetate, Ethylcellosolve Acetate, Propylene Glycol Monomethyl Ether Acetate, etc. The purpose is solvent. Further, in order to prevent the mixing of the upper and lower layers when laminating a plurality of layers, it is preferable to insolubilize the layer which is formed first. The method of insolubilizing, for example, using a soluble precursor or a polymer having a soluble group, and converting the precursor into a conjugated polymer by heat treatment, or decomposing the soluble group to reduce solubility and A method of insolubilizing, or a method of using a hole transporting polymer having a bridging group in a molecule, or a monomer or macromolecule which generates a bridging reaction by heat, light, electron beam or the like. Body 21 319375 200808119 • Method of mixing, etc. Such a bridging group can be used, for example, as a fluorene molecule having a vinyl group, a (meth) acrylate group, an oxycyclobutane group, a cyclobutadienyl group, a diene group or the like in a side chain. The introduction rate of these groups is not particularly limited as long as it is insoluble in the solvent used for film formation of the electron transporting polymer, and may be, for example, from 0. 01 to 30% by mass, and more preferably from 〇 5 to 2. 〇% by mass 'more desirably 1 to 1% by mass. Further, as the monomer or macromonomer which generates the bridging reaction, for example, a compound having a weight average molecular weight of 2 Å or less converted to styrene: for example, having two or more vinyl groups, (meth) propylene Acid vinegar, oxygen, butadiene, nucleate, dienyl. In addition, there are also acid field groups or compounds such as cinnamic acid which can cause bridging reactions between molecules. The examples of these compounds can be applied to the "Status and Prospects of the UV. EB Hardening Technology" (the CMC Publishing Co., Ltd., 2002 issue, the first edition of the first brush release, Chapter 2). Further, when a polymer compound is used as the material of the organic layer, the purity is such that the purity of the element is such as a charge transport property or a light-emitting property, and it is preferable to use a steaming pin, sublimation purification, recrystallization, or the like. In the column 3 method, the monomer before polymerization is subjected to (four) production and then polymerized. In addition, after 5; it is more desirable to carry out the cleaning according to acid washing, washing, neutralization, water, net, organic solvent washing, reprecipitation, centrifugation, pumping, column, dialysis, etc. Purification treatment of separation operation and purification operation. From and other (organic electroluminescent elements)

31937J 22 200808119. The organic electroluminescent device of the present invention can be formed by forming a first electrode, a second electrode, a first auxiliary electrode, a second auxiliary electrode, and an organic layer on a support substrate. Out. The support substrate may be any one that does not change when the electromechanical excitation device is fabricated, and examples thereof include glass, plastic, and a molecular film or a germanium substrate. When the light from the organic layer is taken out from the side of the support substrate, the support substrate is preferably used to have transparency. Further, the element structure of the organic electroluminescent device of the present invention is not particularly limited, and may be a top emission type or a bottom emission type. Further, the order of forming the first electrode or the like on the support substrate may be appropriately selected depending on the structure of the member. Further, in the organic electroluminescent device of the present invention, a protective layer may be provided as necessary. The material of the protective layer is, for example, a photocurable resin such as an acrylic resin, in addition to glass, plastic, a south molecular film, or a stone substrate. The materials of these protective layers may be used singly or in combination of two or more. When the light from the organic layer is taken out from the side of the protective layer, the material of the protective layer is preferably one having transparency. The organic electroluminescent device of the present invention described above is applicable to a backlight of a liquid crystal display device or a segment display device used as a curved or planar planar light source for illumination or in a wide σ. , dot matrix display device, liquid crystal display device, and the like. [Examples] Hereinafter, the present invention will be specifically described based on examples and comparative examples, but the present invention is not limited to the following examples. The compound represented by the following structural formulae (Α) to (c) used in the synthesis example 2 is introduced into C, and is subjected to the method described in the specification of WO2000/046321 to be 319375 23 200808119 #synthetic.

(Synthesis Example 1) The polymer compound 1 represented by the following general formula (1) was synthesized by the following method.

System, product name: Aliquat 336), 5.23 g of compound A, and 4.55 g of compound C were placed in a 200 ml separable flask, and placed in the reaction valley, then the environment in the reaction crucible was made with nitrogen. change. Then, 70 ml of the nail was added, and after adding 2 〇mg of acetic acid to the third (o- 319375 24 200808119 ‘phenyl)phosphine, refluxing was carried out to obtain a mixed solution. Then, 19 ml of an aqueous sodium carbonate solution was added dropwise to the obtained mixed solution, and after stirring overnight under reflux, 0.12 g of phenylboronic acid was added and stirred for 7 hours. Then, 300 ml of toluene was added, and the reaction liquid was subjected to liquid separation treatment, and the organic phase was washed with an aqueous acetic acid solution and water, and then N,N-dithiodithione sodium (Sodium Dimethyl Thiocarbamate) was added and disturbed. Drop 4 hours. Thereafter, the stirred mixed solution is subjected to liquid separation treatment, passed through a silica-alumina column, washed with benzene, and then dropped into sterol to precipitate a polymer, and the obtained polymer is filtered. After drying under reduced pressure, it was dissolved in toluene. Then, the obtained toluene solution was again dropped into methanol to obtain a precipitate, and the precipitate was filtered and dried under reduced pressure to give 6.33 g of polymer compound 1. The weight average molecular weight Mw of the obtained polymer compound 1 was 3.2 x 105 in terms of styrene, and the number average molecular weight η of styrene was 8.8 x 1040. (Synthesis Example 2) The polymer compound 2 represented by the following general formula (2) was synthesized by the following method.

Namely, 22.5 g of the compound B and 17.6 g of 2,2-bipyridine were placed in a reaction vessel, and the environment in the reaction system was replaced with nitrogen. Then, 1500 g of tetrahydroanthracene 25 319375 200808119 (dehydration solvent) which was previously defoamed by argon gas was added to obtain a mixed solution. Next, 31 g of bis(1,5-cyclooctadiene)nickel (0) was added to the obtained mixed solution, and the mixture was stirred at room temperature for 10 minutes, and then reacted at 60 ° C for 3 hours. This reaction was carried out in a nitrogen atmosphere. After the obtained reaction solution was cooled, a mixed solution of 25% by mass aqueous ammonia 200 ml/methanol 900 ml/180 ml of ion-exchanged water was poured into the solution, and stirred for about 1 hour. Thereafter, the resulting precipitate was filtered and recovered, and the precipitate was dried under reduced pressure and then dissolved in toluene. Thereafter, the obtained toluene solution was filtered and the insoluble matter was removed, and then the toluene solution was purified by charging a column of oxidized I. Then, the purified toluene solution was washed with a 1 N aqueous hydrochloric acid solution, and after standing and liquid separation, the toluene solution was recovered. The benzene solution was washed with about 3% by mass of ammonia water, allowed to stand and liquid-separated, and the benzene solution was recovered. Thereafter, the toluene solution was washed with ion-exchanged water, allowed to stand, and subjected to liquid separation, and then the washed toluene solution was recovered. Then, the washed toluene solution was poured into methanol to produce a precipitate, which was washed with methanol, and then dried under reduced pressure to obtain a polymer compound 2. The weight average molecular weight Mw of the obtained polymer compound 2 in terms of styrene was 8.2 x 105, and the number average molecular weight ηη of styrene was 1.0 OxlO5. (Example 1) A glass substrate (100 mm x 100 mm) was used as a support substrate, and Cr having a thickness of 100 nm was deposited by a DC sputtering method at 120 ° C using a Cr target and Ar as a sputtering gas. The above support substrate. The film at this time 26 319375 200808119 The pressure is 〇.5Pa, and the sputtering power is 2.0 kW. After coating the resist on the Cr film, it is baked in 110 C for 90 seconds, and then passed through a frame-shaped opening having a square line having a line width of 2 mm and a frame in the opening. The longitudinal/twisted spacing is 300 // m / 1 〇〇 / / m, the line width of 7 〇 # m / 3 〇 # m formed by the lattice type of opening of the mask, to 2 〇〇 mJ The energy was exposed, and development was carried out with a 0.5% by mass aqueous potassium hydroxide solution, followed by post-baking at 13 ° C for 11 Torr. Then, it was immersed in & etching solution for 120 seconds to etch Cr, and finally immersed in a 2 mass% potassium hydroxide aqueous solution, thereby peeling off the resist residue to form Cr formed. An auxiliary electrode (first auxiliary electrode and second auxiliary electrode). Next, a first electrode is formed on the substrate on which the auxiliary electrode is formed. That is, an IT crucible target as a first electrode material and as a sputtering gas are used. Ar was deposited by a DC sputtering method at 120 ° C with a film thickness of 3000 nm. The film formation pressure was 〇25 Pa and the sputtering power was 0.25 kW. Then in an oven at 200 ° C. The annealing treatment is carried out in 4 minutes. After that, the substrate on which the first electrode is formed is ultrasonically washed using a 60 ° C weakly alkaline detergent, cold water, and 5 (rc warm water, from 5 (rc temperature). After the water was pulled out and dried, it was washed with uV/03 for 20 minutes. After that, a filter of 0.45//m pore size and a filter of 0·2 “η pore size were used for poly(3,4) ethylene dioxygen. Suspension of thiophene/polystyrenesulfonic acid (manufactured by Starck_v TECH, trade name: BaytronP CH8000) 2 13⁄4 / again; consider, and using this filter, liquid, by spin coating on the cleaned substrate to form a film of 80nm thickness, under the atmosphere, on a hot plate at 200 ° C 15 After a minute heat treatment, a hole was injected into the layer of 319375 27 200808119. Next, the polymer compound 1 and the polymer compound 2 obtained in Synthesis Examples 1 and 2 were weighed and dissolved at a weight ratio of 1:1. - producing a 1% by mass polymer solution in benzene, and applying the polymer solution to a substrate on which the hole injection layer was formed by a spin coating method to form a film thickness of 80 nm, and then under a nitrogen atmosphere, On the hot plate, a heat treatment is performed on the hot plate to form a light-emitting layer. Then, the substrate on which the light-emitting layer is formed is placed in a vacuum vapor deposition machine, and the film thicknesses of 2 nm, 5 nm, and 200 nm are sequentially applied. LiF, Ca, and A1 as a cathode are vapor-bonded to form a second electrode: after the degree of vacuum reaches 1×10 〇 4 Pa or less, vapor deposition of the metal is started. Finally, in the inert gas, a second plate is formed with the glass plate. The base of the electrode, the surface of the second electrode is covered And coating the four sides with a photo-hardening resin, and hardening the photo-curing resin to form a protective layer, and electrically exciting the optical element. The image of the organic electroluminescent device thus obtained is shown in Fig. 5. The organic electric device shown in Fig. 5 The excitation light element includes a support substrate, a first auxiliary electrode 2, a second auxiliary electrode 3, a first electrode two light-emitting layer 6, a second electrode 7, and a protective layer 8. The organic layer is formed by a charge injection layer 5 The U' is sandwiched between the first electrode 4 and the other end of the tail electrode 7. Further, the surface on the reverse side is disposed with the first portion: the phase is the phase with the organic layer 11 (Comparative Example) 2 and the second auxiliary electrode 3. In the case of forming the auxiliary electrode, the mask is formed by a square of 2 mm, and the outer cover of the line is the same as that of the example i, and the mask of the large opening is used for comparison. Organic electroluminescent element 319375 28 200808119 ' pieces. (Comparative Example 2) The reticle when forming the auxiliary electrode was used only with a longitudinal/transverse pitch of 300 //!11/1 〇〇//111, and a line width of 7 〇//111/3 〇/ In the same manner as in the first embodiment, the organic electroluminescent device for comparison was produced in the same manner as in the first embodiment. <Evaluation of Luminescence Characteristics of Organic Electroluminescence Element> The luminescence characteristics of the organic electroluminescence element obtained in Example 1 and Comparative Examples 1 to 2 were evaluated. That is, the luminance of the light when a voltage of 8 V was applied to the entire element was measured, and the appearance of the light-emitting surface was visually observed. The results obtained are shown in Table 1. [Table 1] Example The appearance of the light-emitting surface is uniformly illuminated in a comprehensive manner.

The element only generates a little heat generating element to generate a large heat. Comparative Example 1 Lights up only near the auxiliary electrode. Comparative Example 2 confirms the unevenness of the light-emitting luminance. 120 The element generates only a little heat. The result of the first table is known in the present invention. In the organic electroluminescence excitation element, even when the light-emitting area is large, the unevenness of the emission luminance can be sufficiently suppressed, and thus it is confirmed that the light can be uniformly emitted. (Industrial Applicability) As described above, according to the present invention, it is possible to provide a voltage drop which can reduce the resistance of a transparent electrode or a translucent electrode by 29 319375 200808119, even if the light-emitting area is large An organic electroluminescence element that can uniformly emit light uniformly suppresses unevenness in luminance. Therefore, the organic electroluminescent device of the present invention can be applied to a light-emitting element used in a planar light source, a segment display device, a dot matrix display device, a liquid crystal display device or the like. BRIEF DESCRIPTION OF THE DRAWINGS FIG. 1 is a view showing the positional relationship between a first auxiliary electrode and a second auxiliary electrode disposed on a surface of a first electrode of a preferred embodiment of the organic electroluminescent device of the present invention. A rough top view. Fig. 2 is a schematic plan view showing the positional relationship between the first auxiliary electrode and the second auxiliary electrode disposed on the surface of the first electrode of the other preferred embodiment of the organic electroluminescent device of the present invention. Fig. 3 is a schematic plan view showing the positional relationship between the first auxiliary electrode and the second auxiliary electrode disposed on the surface of the first electrode of the other preferred embodiment of the organic electroluminescent device of the present invention. Fig. 4 is a schematic plan view showing the positional relationship between the first auxiliary electrode and the second auxiliary electrode disposed on the surface of the first electrode of the preferred embodiment of the organic electroluminescent device of the present invention. Fig. 5 is a schematic cross-sectional view showing the laminated structure of the organic electroluminescent device obtained in the examples. [Main component symbol description] 3 Support substrate Second auxiliary electrode 2 4 First auxiliary electrode First electrode 319375 30 200808119 • 5 Charge injection layer 6 Light-emitting layer 7 Second electrode % 8 Protective layer, 11 Organic layer 31 319375

Claims (1)

  1. 200808119, the scope of patent application: ι·, an organic electroluminescent device, having: a first electrode of a package and a bright electrode; a counter electrode opposite to the first electrode; and a first electrode and the second electrode 1 layer = the organic layer, the organic electroluminescent device is characterized in that it is provided on the surface of the first electrode, and is electrically/, and the first auxiliary electrode of the first electrode is frame-shaped; The above arrangement is arranged in the frame of the first auxiliary electrode, and the second auxiliary electric field formed by the thin wire electrode of the auxiliary electrode is formed by a material having a low level of the first auxiliary electrode and the second auxiliary first electrode. ', μ ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; ; The line width of an auxiliary electrode is in the range of 1/1000 to 1/10. 3. The organic electroluminescent device of claim 1 or 2, wherein the ninth auxiliary electrode and the second auxiliary electrode are disposed on the surface of the first electrode and the organic layer In the organic electroluminescence element of any one of the first to third aspects of the invention, the first electrode system is electrically separated by a plurality of the plurality of units. The second auxiliary electrode is electrically connected to each other. 319375 32 200808119 ^ 5· A planar light source characterized by the organic electro-excitation range described in any one of the items 1 to ... the species region τ device, characterized by: system = please 1 to 4任中任—J苜沈:^在,月'刊干围第7.-种点矩阵显示装置=Organic electric excitation first component. No.1 to 4 of the second two, 'levis. Scope & - Liquid crystal display device = Organic electroluminescent device carried. 1 to 4 items t---:,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,
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